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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1041886Generated: October 31, 2026

Water → HCID 70938331, compound

https://huagongshe.com/reaction/1041886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734620—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2',6'-Dimethyl-4'-(3-(methylsulfonyl)propoxy)biphenyl-3-carbaldehydeHCID 59342602—
SolventDichloromethaneHCID 6344—
ProductHCID 70938331HCID 7093833188.6%

Reaction Steps

2′,6′-dimethyl-4′-(3-(methylsulfonyl)propoxy)-[1,1′-biphenyl]-3-carbaldehyde (1.0 g) synthesized according to a method described in [WO 2008/001931 pamphlet, (Reference Example 18)] and 4-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (0.63 g) were dissolved in methylene chloride (10 mL), and to the resultant solution, sodium triacetoxyborohydride (1.84 g) was added, followed by stirring the resultant reaction mixture at room temperature for 14 hours. To the reaction mixture, water (20 mL) was added, followed by extracting the reaction mixture with methylene chloride (20 mL) twice, and the resultant organic phase was washed sequentially with water (50 mL) and a saturated saline (50 mL) and was dried over anhydrous sodium sulfate. From the organic phase, the solvent was distilled off under reduced pressure to obtain the subject compound (1.4 g) as a colorless amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08557766B2
Source datasetuspto-grants-2013_10
ORD IDord-e2a5f61a618c4137aa143ea450bb179e
Source noteuspto-grants-2013_10